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Merck
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文件

901558

Sigma-Aldrich

来那度胺

≥95%

别名:

1-氧-4-氨基-2-（2,6-二氧哌啶-3-基）异吲哚, 3-（4-氨基-1,3-二氢-1-氧代-2H-异吲哚-2-基）-2,6-哌啶二酮, 3-（4-氨基-1-氧代异吲哚-2-基）哌啶-2,6-二酮, E3连接酶配体, 用于PROTAC® >研究的配体

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About This Item

经验公式（希尔记法）:
C13H13N3O3
CAS号:
191732-72-6
分子量:
259.26
MDL號碼:
MFCD07772307
分類程式碼代碼:
12352101
NACRES:
NA.22

ligand

lenalidomide

化驗

≥95%

形狀

powder

反應適用性

reagent type: ligand

mp

265-268  °C

儲存溫度

2-8°C

SMILES 字串

O=C1N(C2CCC(NC2=O)=O)CC3=C1C=CC=C3N

InChI

1S/C13H13N3O3/c14-9-3-1-2-7-8(9)6-16(13(7)19)10-4-5-11(17)15-12(10)18/h1-3,10H,4-6,14H2,(H,15,17,18)

InChI 密鑰

GOTYRUGSSMKFNF-UHFFFAOYSA-N

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相关类别

應用

来那度胺被证明是一种可与Cereblon（CRBN）蛋白结合的配体。来那度胺和其他沙利度胺衍生物可用于构建用于靶向蛋白质降解和 PROTAC（靶向蛋白降解嵌合体）技术的小分子。 探索 蛋白质降解剂合成砌块，E3连接酶配体-Linker结合物简化了PROTAC的合成和文库生成。

.

其他說明

技术焦点：靶向蛋白质降解的降解剂合成砌块

门户网站：构建PROTAC® 用于目标蛋白质降解的降解剂

人类Cereblon–DDB1–来那度胺复合物的结构揭示了对沙利度胺类似物的响应基础

来那度胺会导致多发性骨髓瘤细胞中IKZF1和IKZF3的选择性降解

骨髓瘤药物来那度胺可促进依卡洛斯蛋白的脑依赖性破坏

法律資訊

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

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象形圖

Health hazard
GHS08

訊號詞

Danger

危險聲明

H360D,H373

危險分類

Repr. 1B - STOT RE 2

標靶器官

Blood

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

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Inchul You et al.
Cell chemical biology, 27(1), 66-73 (2019-12-21)
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Nature structural & molecular biology, 21(9), 803-809 (2014-08-12)
The Cul4-Rbx1-DDB1-Cereblon E3 ubiquitin ligase complex is the target of thalidomide, lenalidomide and pomalidomide, therapeutically important drugs for multiple myeloma and other B-cell malignancies. These drugs directly bind Cereblon (CRBN) and promote the recruitment of substrates Ikaros (IKZF1) and Aiolos
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Science (New York, N.Y.), 343(6168), 301-305 (2013-12-03)
Lenalidomide is a drug with clinical efficacy in multiple myeloma and other B cell neoplasms, but its mechanism of action is unknown. Using quantitative proteomics, we found that lenalidomide causes selective ubiquitination and degradation of two lymphoid transcription factors, IKZF1
Richard J Visconti et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 36(10), 1914-1930 (2021-06-27)
Human myeloma bone disease (MBD) occurs when malignant plasma cells migrate to the bone marrow and commence inimical interactions with stromal cells, disrupting the skeletal remodeling process. The myeloma cells simultaneously suppress osteoblastic bone formation while promoting excessive osteoclastic resorption.
Guangyan Du et al.
Cell chemical biology, 29(10), 1470-1481 (2022-09-08)
Targeted protein degradation (TPD) uses small molecules to recruit E3 ubiquitin ligases into the proximity of proteins of interest, inducing ubiquitination-dependent degradation. A major bottleneck in the TPD field is the lack of accessible E3 ligase ligands for developing degraders.
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